spiramide (CHEBI:64207)

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ChEBI Name	spiramide

ChEBI ID	CHEBI:64207

Definition	An azaspiro compound that consists of 1,3,8-triazaspiro[4.5]decan-4-one having a phenyl group attached to N-1 and a 3-(4-fluorophenoxy)propyl attached to N-8. Selective 5-HT antagonist, which binds to 5-HT₂ sites as potently as spiperone but has lower affinity for 5-HT_2C receptors. Also a high affinity D₂ receptor antagonist (Ki = 3 nM). Lacks the disruptive effect of spiperone on animal behaviour.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C22H26FN3O2

Net Charge

Average Mass

383.45910

Monoisotopic Mass

383.20091

InChI

InChI=1S/C22H26FN3O2/c23-18-7-9-20(10-8-18)28-16-4-13-25-14-11-22(12-15-25)21(27)24-17-26(22)19-5-2-1-3-6-19/h1-3,5-10H,4,11-17H2,(H,24,27)

InChIKey

FJUKDAZEABGEIH-UHFFFAOYSA-N

SMILES

Fc1ccc(OCCCN2CCC3(CC2)N(CNC3=O)c2ccccc2)cc1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	dopaminergic antagonist A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.

Application(s):	dopaminergic antagonist A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.

ChEBI Ontology
Outgoing	spiramide (CHEBI:64207) has role dopaminergic antagonist (CHEBI:48561) spiramide (CHEBI:64207) has role serotonergic antagonist (CHEBI:48279) spiramide (CHEBI:64207) is a aromatic ether (CHEBI:35618) spiramide (CHEBI:64207) is a azaspiro compound (CHEBI:35624) spiramide (CHEBI:64207) is a organofluorine compound (CHEBI:37143) spiramide (CHEBI:64207) is a piperidines (CHEBI:26151) spiramide (CHEBI:64207) is a tertiary amino compound (CHEBI:50996)

IUPAC Name

8-[3-(4-fluorophenoxy)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

Synonym	Source
AMI-193	ChEBI

Last Modified

25 February 2016